solution: web sleuthing
pasco index.dat on linux should spit out the contents of bob's web surfing habits.
pasco index.dat| grep supersecret would show you all the times he went to his bank
URL Visited: winxpPro@http://supersecretbank.com/login?userid=bobby&password=01101000011001010110110001101100011011110111011101101111011100100110110001100100 07/20/2009 21:18:31 07/20/2009 21:18:31
shows you his login as a HTTP get with userid and password.
The last hint says they use 'binary' encryption, so un 'encrypt' the 0s and 1s to get the most famous phrase in programming... helloworld.